Joseph Anderson, NeverKnowsBest, SuperBunnyHop and MandaloreGaming are the ones that come to mind. They've uncovered so much about games that I never knew was there! :)
I think some would recommend Matthewmatosis, Hbomberguy and Raycevick as well, I'm just less familiar with their work personally.
Mandaloregaming
Josh Strife Plays
The Sphere Hunter
The Making of Vampire Survivors by noclip.
Vintage inspired with the game choice, not straight vintage, but noclip is one of the best doing game documentaries.
https://www.youtube.com/watch?v=8ZmcbShMFNY
The Story of Thief & Looking Glass Studios, also by noclip.
As vintage as they come.